Having gone to a middle and high school that required a uniform, I know how easy it is to wear something without even having to think twice. Having been long out of high school for a while now, I've missed having the ease of the going straight to my closet to find a designated, classic outfit. Now, instead of having to wear a plaid skirt and collared shirt every day, I can wear the perfect fall uniform: a plaid shirt, vest, pair of jeans and tall boots.
This outfit is pretty basic (with and without the hashtag)...but that's not a bad thing. It's #basic in that it's one of the most preppy-white-girl combinations out there, but only because it's basic and simple. You add a vest to a plaid shirt, throw on some jeans and tall boots, and you're done. It's a classic fall uniform that I have frequented for probably the past five or six years now.
If it's gross outside or my hair is less than satisfactory, I'm a huge fan of adding a hat to the ensemble. This is a complete Pink and Green Prep throwback, but old habits die hard. Considering I don't own really anything Wake Forest themed (sad, but true), I opt for my Yankees or Ole Miss baseball hats.
My favorite places to get plaid shirts are L.L. Bean, Madewell, and J. Crew. I used to steal my brother's old flannels, but now he's 6'3 and his shirt are way too big for me now. Madewell and J. Crew always have good sales on their shirts, especially online.
For vests, I always look at Vineyard Vines and Patagonia. I have a slight vest problem (see my collection of fur, athletic, and casual vests). But, for the classic preppy vest, VV and Patagonia are the best. I think I have about four VV fleece vests because they literally go with everything. The Retro-X, Better Sweater and Nano Puff vests are my fave Patagonia options.
Lastly, as it gets colder, it becomes more and more necessary to wear a coat. My go-to for anything casual is my Barbour Beadnell jacket. I got it four years ago, and I intend to wear it for many more years to come. If you're looking to channel your inner Brit, go for Barbour.